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Historic Boutique Hotels near Pleasantville, NY (August 2025)
Sleepy Hollow and Tarrytown, near Pleasantville, offer historic boutique hotels with rich local heritage, charming architecture, and close proximity to notable historic sites like Kykuit. These towns provide upscale accommodations and dining options that align with a refined, history-focused overnight stay.
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75% Match
Beekman Arms and Delamater Inn
25 Garden Street, Rhinebeck NY 12572
Storied Collection:
This hotel is a **historic inn** located in Rhinebeck, which is relatively close to Pleasantville, NY. It offers a charming boutique experience with **American cuisine**, a wellness area, and a garden, making it a great choice for those seeking a historic and cozy stay.
7.1
Good
(117 reviews)
Matched amenities:
Restaurant
Room service24-hour front desk
GardenTerrace
RestaurantRoom service24-hour front deskGardenTerrace/night
Available from:Aug 8-10
90% Match
Tarrytown House Estate on the Hudson
49 East Sunnyside Lane, Tarrytown NY 10591
Storied Collection:
This hotel offers a unique blend of **historical charm** with modern conveniences, featuring impressive 19th-century mansions and a carriage house, making it a perfect choice for those seeking a historic boutique experience near Pleasantville, NY. Its location on 26 acres overlooking the Hudson River Valley adds to the scenic and tranquil vibe, ideal for an August 2025 stay.
7.3
Good
(939 reviews)
Matched amenities:RestaurantRoom serviceBar24-hour front deskGarden
RestaurantRoom serviceBar24-hour front deskGarden/night
Available from:Aug 8-10
40% Match
SpringHill Suites by Marriott Tarrytown Westchester County
480 White Plains Road, Tarrytown NY 10591
Storied Collection:
This hotel is not a historic boutique hotel but offers modern amenities such as a **daily buffet breakfast**, **fitness center**, and spacious rooms with a sofa bed, making it a comfortable stay near Pleasantville, NY.
8.3
Very Good
(563 reviews)
Matched amenities:Meeting/banquet facilitiesBar24-hour front desk
Non-smoking roomsBusiness centre
Meeting/banquet facilitiesBar24-hour front deskNon-smoking roomsBusiness centre/night
Available from:Aug 8-10
70% Match
Courtyard by Marriott Tarrytown Westchester County
475 White Plains Road, Tarrytown NY 10591
Storied Collection:
This hotel is located near Sleepy Hollow, which is close to Pleasantville, NY, and offers a comfortable stay with **free Wi-Fi**, **cable TV with HBO**, and a **gym**. While it is not specifically a historic boutique hotel, its proximity to historic sites like Philipsburg Manor and Kykuit/Rockefeller Estate makes it a convenient base for exploring the area's history.
8.3
Very Good
(205 reviews)
Matched amenities:Meeting/banquet facilities24-hour front deskGardenNon-smoking roomsBusiness centre
Meeting/banquet facilities24-hour front deskGardenNon-smoking roomsBusiness centre/night
Available from:Aug 8-10
75% Match
Westchester Marriott
670 White Plains Road, Tarrytown NY 10591
Storied Collection:
This hotel is located near the Historic Hudson Valley, offering a **historic** vibe close to Pleasantville, NY. It features **luxury bedding**, a well-equipped fitness center, and on-site dining options, making it a comfortable and convenient choice for your stay.
8.2
Very Good
(164 reviews)
Matched amenities:RestaurantRoom service24-hour front deskNon-smoking rooms
Free parking
RestaurantRoom service24-hour front deskNon-smoking roomsFree parking/night
Available from:Aug 8-10